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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906450Generated: October 30, 2026

Cesium carbonate → HCID 67391011, compound

https://huagongshe.com/reaction/906450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(3-Bromo-2,2-dimethylpropoxy)(tert-butyl)dimethylsilaneHCID 11780954—
Reactanttert-Butyl (2R)-4-[(6-bromo-1-oxo-1,2-dihydroisoquinolin-4-yl)sulfonyl]-2-(hydroxymethyl)piperazine-1-carboxylateHCID 67392085—
SolventDimethylformamideHCID 6228—
ProductIsohexane ethyl acetateHCID 2188278110%
ProductHCID 67391011HCID 6739101197%

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of tert-butyl (2R)-4-[(6-bromo-1-oxo-1,2-dihydroisoquinolin-4-yl)sulfonyl]-2-(hydroxymethyl)piperazine-1-carboxylate (Example 49a, 0.855 g) dissolved in DMF (20 mL) was treated with (3-bromo-2,2-dimethylpropoxy)(tert-butyl)dimethylsilane (0.718 g) and cesium carbonate (1.109 g). The reaction was heated at 110° C. for 107 h. The reaction was cooled and partitioned between ethyl acetate and brine. The organics were washed with brine (×3), dried (MgSO4), filtered and evaporated to leave the crude product. This was purified (SiO2 chromatography, elution with 100% DCM then 10-50% ethyl acetate/isohexane) to afford the subtitle compound (0.580 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012980B2
Source datasetuspto-grants-2011_09
ORD IDord-c356dc1fed5747c5b78a0bd08fc5a88a
Source noteuspto-grants-2011_09